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Catalysis with chiral oxazaborolidines

Corey, E.J. Helal, C.J. (1998) Reduction of Carbonyl Compounds with Chiral Oxazaborolidine Catalysts A New Paradigm for Enantioselective Catalysis and a Powerful New Synthetic Method. Angewandte Chemie International Edition, 37, 1986-2012. [Pg.188]

Corey EJ, Helal CJ (1998) Reduction of carbonyl compounds with chiral oxazaborolidine catalysts a new paradigm for enantioselective catalysis and a powerful new synthetic method. Angew Chem Int Ed 37 1986-2012... [Pg.39]

E. J. Corey, C. J. Helal, Angew. Chem. 1998, 110, 2092 Angew. Chem. Int. Ed. 1998, 37, 1986 (Reduction of Carbonyl Compounds with Chiral Oxazaborolidine Catalysts A New Paradigm for Enantioselective Catalysis and a Powerful New Synthetic Method.), S. Itsuno, in Organic Reactions , Ed. L. A. Paquette, John Wiley Sons, New York, 1998, Vol. 52, pp. 395-576 (Enantioselective Reduction of Ketones). [Pg.306]

If we first consider purely organic systems, one can mention the asymmetric reduction of ketmies with borane promoted by a chiral oxazaborolidine 1 developed by Corey, Bakshi, and Shibata (CBS reduction. Scheme 1) [13,14]. In this system, the nitrogen atom of the oxazaborolidine serves as Lewis base and coordinates BH3 thus improving its nucleoplulicity, while the endocyclic boron atom acts as the Lewis acid and activates the ketone toward the reduction. This seminal work constimtes an early example of metal-free catalysis and shows that cooperative effects can emerge from ambiphilic Lewis acid/base catalytic system. [Pg.141]


See other pages where Catalysis with chiral oxazaborolidines is mentioned: [Pg.160]    [Pg.212]    [Pg.212]    [Pg.213]    [Pg.24]    [Pg.212]    [Pg.508]   
See also in sourсe #XX -- [ Pg.118 ]




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